New cycloartane-type ester triterpenes from Euphorbia pterococca and biological evaluation
| Autor: | Patricia Schenker, Jürg Gertsch, Mohammed Benkhaled, Hamada Haba, Andrea Salm, Sandra Carralero, Imane Benabdelaziz, Santiago Gómez-Ruiz |
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| Rok vydání: | 2018 |
| Předmět: |
Magnetic Resonance Spectroscopy
Stereochemistry Swine Trypanosoma cruzi Mass spectrometry 01 natural sciences Plant Roots Terpene Mice Euphorbia Cell Line Tumor Drug Discovery Animals Humans Cytotoxicity Nuclear Magnetic Resonance Biomolecular Pharmacology chemistry.chemical_classification biology Molecular Structure 010405 organic chemistry Plant Extracts Euphorbiaceae Esters General Medicine Plant Components Aerial biology.organism_classification Monoacylglycerol Lipases Triterpenes 0104 chemical sciences Rats 010404 medicinal & biomolecular chemistry Enzyme HEK293 Cells RAW 264.7 Cells Heteronuclear molecule chemistry Two-dimensional nuclear magnetic resonance spectroscopy Heteronuclear single quantum coherence spectroscopy |
| Zdroj: | Fitoterapia. 127 |
| ISSN: | 1873-6971 |
| Popis: | From acetonic extract of the whole plant Euphorbia pterococca Brot. (Euphorbiaceae), four new cycloartane-type ester triterpenes named cycloartenyl-2′E,4′E-decadienoate (1), cycloartenyl-2′E,4′Z-decadienoate (2), 24-methylenecycloartanyl-2′E,4′Z-tetradecadienoate (3), and 24-oxo-29-norcycloartanyl-2′E,4′Z-hexadecadienoate (4) were obtained along with nine known tetracyclic triterpenes (5–13). Their structures were established mainly by extensive use of spectroscopic techniques, including 1D (1H and 13C) and 2D homo- and heteronuclear NMR experiments (COSY, HSQC, HMBC and NOESY), and mass spectrometry (HRESIMS), and by comparison with data reported in the literature. In addition, the new compounds 1–3 have been tested for cytotoxicity, trypanocidal effects and on enzymes involved in endocannabinoid degradation. While inactive in all assays up to 100 μM, 1 showed selective inhibition of α/β-hydrolase 12 with an IC50 of 11.6 ± 1.9 μM. |
| Databáze: | OpenAIRE |
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